Hydrazine → HCID 21411736, compound

HRID 2071608Notes

Reaction equation

HRID 2071608 reaction equation
[NH2:1][C:2]1[C:11]([CH3:13])([CH3:12])[C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([OH:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:21]N>O>[NH:1]([C:2]1[C:11]([CH3:13])([CH3:12])[C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([OH:14])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1)[NH2:21]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 21395181HCID 21395181, compound

Product 1

HCID 21411736HCID 21411736, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Amino-3,4-dihydro-3,3-dimethyl-4-phenylquinolin-4-ol (10.0 g., 0.0375 mole) was added to anhydrous hydrazine (34g., 1.06 mole) and the solution refluxed for 51/2 hours, cooled, poured on to water, extracted with chloroform, dried and evaporated. Trituration with toluene yielded the title compound as a white solid (9.11g., m.p. 195° - 196° C) [Found: C, 72.5; H, 7.0; N, 14.8% C17H19N3O requires C, 72.6; H, 6.8; N, 14.9%]

Workup

  1. temperaturethe solution refluxed for 51/2 hours
  2. temperaturecooled
  3. extractionextracted with chloroform
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-cac4b987f90143cfa4cc1371fd9e8275
Source dataset
uspto-grants-1977_09
Patent number
US04048177

Reaction notes

Loading…